Ammonia → HCID 11393872, compound

HRID 733146Notes

Reaction equation

HRID 733146 reaction equation
[F:1][C:2]([F:27])([F:26])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]2[CH:20]=[C:19]([C:21]([O:23]CC)=O)[NH:18][N:17]=2)[CH:11]=1.[NH3:28]>>[F:27][C:2]([F:26])([F:1])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]2[CH:20]=[C:19]([C:21]([NH2:28])=[O:23])[NH:18][N:17]=2)[CH:11]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 69068371HCID 69068371, compound

Product 1

HCID 11393872HCID 11393872, compoundYield 74%

Procedure

The pyrazole ester (47 mg, 0.1 mmol) from Step 2 was treated with ammonia gas in a sealed tube as described in Step 2 of EXAMPLE 140 to provide the titled compound, after purification by reverse phase HPLC (acetonitrile/water system) (gradient: 40% to 100% acetonitrile over 11 minutes) in 74% yield (0.036 g, retention time 6.57 minutes).

Sources & evidence

ORD record
ord-225a0f65f03e48c8b49af3774e4c2f54
Source dataset
uspto-grants-2009_09
Patent number
US07589116B2

Reaction notes

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